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Hotels in Winter Haven

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Choose from 38134 Winter Haven Hotel Deals

Best Western Plus Winter Haven Inn & Suites 
Best Western Plus Winter Haven Inn & Suites 
3.5 out of 5
5801 Roosevelt Dr, Winter Haven, FL
  • 7 min walk from LEGOLAND® Florida
The price is $174 per night from Feb 23 to Feb 24
$174
includes taxes & fees
Feb 23 - Feb 24
Stay at this 3.5-star business-friendly hotel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (715 reviews)
"The property is very good, and staff are very friendly. The only issue is the pool was cold."

Reviewed on Feb 19, 2025

Best Western Plus Winter Haven Inn & Suites 
Howard Johnson by Wyndham Winter Haven FL
Howard Johnson by Wyndham Winter Haven FL
2 out of 5
1300 3rd St Sw, Cypress Gardens & US 17 South, Winter Haven, FL
  • 7 min drive from LEGOLAND® Florida
The price is $129 per night from Feb 24 to Feb 25
$129
includes taxes & fees
Feb 24 - Feb 25
Stay at this motel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
6.8/10 (1,004 reviews)
"Quiet. Friendly staff. Good value for the money."

Reviewed on Feb 19, 2025

Howard Johnson by Wyndham Winter Haven FL
The Grove Resort & Water Park Orlando
The Grove Resort & Water Park Orlando
4 out of 5
14501 Grove Resort Avenue, Winter Garden, FL
  • 1 hour drive from LEGOLAND® Florida
The price is $187 per night from Mar 23 to Mar 24
$187
includes taxes & fees
Mar 23 - Mar 24
Stay at this 4-star spa resort in Four Corners. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ...
8/10 Very Good! (6,921 reviews)
"Wonderful stay. Kids enjoyed the pools and water park. Suites were big and kitchen had everything needed to prepare meals. Washer and dryer came in very handy! Will definitely stay again!"

Reviewed on Feb 20, 2025

The Grove Resort & Water Park Orlando
Vacation Village at Parkway
Vacation Village at Parkway
3 out of 5
2975 Arabian Nights Blvd, Kissimmee, FL
  • 1 hour drive from LEGOLAND® Florida
The price is $130 per night from Mar 9 to Mar 10
$130
includes taxes & fees
Mar 9 - Mar 10
Stay at this 3-star family-friendly condo in Kissimmee. Enjoy free WiFi, 7 outdoor pools, and 7 spa tubs. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (1,524 reviews)
"It was just what I needed"

Reviewed on Feb 19, 2025

Vacation Village at Parkway
Margaritaville Resort Orlando
Margaritaville Resort Orlando
4 out of 5
8000 Fins Up Circle, Kissimmee, FL
  • 1 hour drive from LEGOLAND® Florida
The price is $244 per night from Feb 23 to Feb 24
$244
includes taxes & fees
Feb 23 - Feb 24
Stay at this 4-star spa resort in Kissimmee. Enjoy 3 outdoor pools, a full-service spa, and 3 restaurants. Our guests praise the pool and the restaurant in our ...
8.8/10 Excellent! (3,235 reviews)
"Beautiful property and close to Disney!"

Reviewed on Feb 20, 2025

Margaritaville Resort Orlando
Hilton Vacation Club Mystic Dunes Orlando
Hilton Vacation Club Mystic Dunes Orlando
7600 Mystic Dunes Lane, Kissimmee, FL
  • 57 min drive from LEGOLAND® Florida
The price is $169 per night from Mar 3 to Mar 4
$169
includes taxes & fees
Mar 3 - Mar 4
Book a stay at this golf property in Kissimmee. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the pool and the restaurant in our reviews. ...
9/10 Wonderful! (3,625 reviews)
"We never had issues with noise the 5 days we were there! The rooms were big and very clean. Nice to have the kitchen and a balcony. We also loved the different pool options and golf course and restaurant on site. Only addition that would be nice would be a playground area for the kids."

Reviewed on Feb 19, 2025

Hilton Vacation Club Mystic Dunes Orlando
Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel
Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel
4 out of 5
8505 W Irlo Bronson Memorial Hwy, Kissimmee, FL
  • 1 hour drive from LEGOLAND® Florida
The price is $154 per night from Feb 25 to Feb 26
$154
includes taxes & fees
Feb 25 - Feb 26
Stay at this 4-star golf resort in Kissimmee. Enjoy free parking, 7 outdoor pools, and 8 restaurants. Our guests praise the pool and the helpful staff in our ...
8.6/10 Excellent! (1,707 reviews)
"Great place!!!"

Reviewed on Feb 20, 2025

Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
3 out of 5
5711 W Irlo Bronson Memorial Hwy, Kissimmee, FL
  • 1 hour drive from LEGOLAND® Florida
The price is $101 per night from Mar 16 to Mar 17
$101
includes taxes & fees
Mar 16 - Mar 17
Stay at this 3-star family-friendly hotel in Kissimmee. Enjoy free WiFi, breakfast (surcharge), and a free theme park shuttle. Our guests praise the helpful ...
8.4/10 Very Good! (1,243 reviews)
"Nice stay"

Reviewed on Feb 19, 2025

Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
Hilton Vacation Club Aqua Sol Orlando West
Hilton Vacation Club Aqua Sol Orlando West
4 out of 5
17777 Bali Blvd, Winter Garden, FL
  • 1 hour drive from LEGOLAND® Florida
The price is $174 per night from Feb 24 to Feb 25
$174
includes taxes & fees
Feb 24 - Feb 25
Stay at this 4-star family-friendly hotel in Four Corners. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff ...
8.8/10 Excellent! (3,704 reviews)
"Very nice and quiet neighborhood. The only inconvenient to me was that it was a little far from the center of Orlando but other than that , property is clean and staff is very helpful."

Reviewed on Feb 19, 2025

Hilton Vacation Club Aqua Sol Orlando West
Delta Hotels by Marriott Orlando Celebration
Delta Hotels by Marriott Orlando Celebration
3.5 out of 5
2900 Parkway Blvd, Kissimmee, FL
  • 1 hour drive from LEGOLAND® Florida
The price is $109 per night from Mar 9 to Mar 10
$109
includes taxes & fees
Mar 9 - Mar 10
Stay at this 3.5-star business-friendly hotel in Kissimmee. Enjoy free WiFi, 2 outdoor pools, and 4 restaurants. Our guests praise the pool and the helpful staff ...
8/10 Very Good! (1,591 reviews)
"I had a nice and spacious room! Staff was friendly"

Reviewed on Feb 21, 2025

Delta Hotels by Marriott Orlando Celebration
Margaritaville Resort Orlando Cottages by Rentyl
Margaritaville Resort Orlando Cottages by Rentyl
4 out of 5
8000 Fins Up Circle, Kissimmee, FL
  • 1 hour drive from LEGOLAND® Florida
Stay at this 4-star spa aparthotel in Kissimmee. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.6/10 Excellent! (1,212 reviews)
"Everything appeared to be new and clean. The cottages were near all the attractions and the staff was efficient and friendly."

Reviewed on Feb 20, 2025

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Margaritaville Resort Orlando Cottages by Rentyl
Sonder Cirrus
Sonder Cirrus
3.5 out of 5
7888 West Irlo Bronson Memorial Highway, Kissimmee, FL
  • 1 hour drive from LEGOLAND® Florida
The price is $87 per night from Mar 20 to Mar 21
$87
includes taxes & fees
Mar 20 - Mar 21
Stay at this 3.5-star hotel in Kissimmee. Enjoy free parking, a free theme park shuttle, and a fitness center. Our guests praise the pool and the helpful staff ...
8.6/10 Excellent! (1,481 reviews)
"Great experience! Clean! Easy access to the room. I loved having a code instead of a key"

Reviewed on Feb 19, 2025

Sonder Cirrus
See all 38,134 properties in Winter Haven
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.